[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1S,2R,4aS,6aR,6aS,6bR,8aR,10R,11R,12aR,14bS)-10,11-dihydroxy-9,9-bis(hydroxymethyl)-1,2,6a,6b,12a-pentamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylate

Details

• Internal ID: 96f13a46-b677-44a5-b349-935802f169fb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1S,2R,4aS,6aR,6aS,6bR,8aR,10R,11R,12aR,14bS)-10,11-dihydroxy-9,9-bis(hydroxymethyl)-1,2,6a,6b,12a-pentamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylate
• SMILES (Canonical): CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(CO)CO)O)O)C)C)C2C1C)C)C(=O)OC6C(C(C(C(O6)CO)O)O)O
• SMILES (Isomeric): C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(C[C@H]([C@@H](C5(CO)CO)O)O)C)C)[C@@H]2[C@H]1C)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O
• InChI: InChI=1S/C36H58O11/c1-18-8-11-35(31(45)47-30-28(43)27(42)26(41)22(15-37)46-30)13-12-33(4)20(25(35)19(18)2)6-7-23-32(3)14-21(40)29(44)36(16-38,17-39)24(32)9-10-34(23,33)5/h6,18-19,21-30,37-44H,7-17H2,1-5H3/t18-,19+,21-,22-,23-,24-,25+,26-,27+,28-,29+,30+,32-,33-,34-,35+/m1/s1
• InChI Key: GUKYOTLJPUJHGH-BGCFHXTJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₈O₁₁
• Molecular Weight: 666.80 g/mol
• Exact Mass: 666.39791266 g/mol
• Topological Polar Surface Area (TPSA): 197.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 1.26
• H-Bond Acceptor: 11
• H-Bond Donor: 8
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7816	78.16%
Caco-2	-	0.8475	84.75%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8204	82.04%
OATP2B1 inhibitior	-	0.5827	58.27%
OATP1B1 inhibitior	+	0.8555	85.55%
OATP1B3 inhibitior	-	0.3793	37.93%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6776	67.76%
BSEP inhibitior	-	0.6029	60.29%
P-glycoprotein inhibitior	+	0.6520	65.20%
P-glycoprotein substrate	-	0.7103	71.03%
CYP3A4 substrate	+	0.6998	69.98%
CYP2C9 substrate	-	0.8050	80.50%
CYP2D6 substrate	-	0.8436	84.36%
CYP3A4 inhibition	-	0.8962	89.62%
CYP2C9 inhibition	-	0.9176	91.76%
CYP2C19 inhibition	-	0.8899	88.99%
CYP2D6 inhibition	-	0.9428	94.28%
CYP1A2 inhibition	-	0.8393	83.93%
CYP2C8 inhibition	+	0.6555	65.55%
CYP inhibitory promiscuity	-	0.9592	95.92%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6960	69.60%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9243	92.43%
Skin irritation	-	0.5684	56.84%
Skin corrosion	-	0.9512	95.12%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7335	73.35%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.9134	91.34%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7980	79.80%
Acute Oral Toxicity (c)	III	0.7112	71.12%
Estrogen receptor binding	+	0.6507	65.07%
Androgen receptor binding	+	0.7579	75.79%
Thyroid receptor binding	-	0.5715	57.15%
Glucocorticoid receptor binding	+	0.6703	67.03%
Aromatase binding	+	0.6232	62.32%
PPAR gamma	+	0.6287	62.87%
Honey bee toxicity	-	0.7277	72.77%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6350	63.50%
Fish aquatic toxicity	+	0.9323	93.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.78%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.18%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.16%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.50%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.74%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.03%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.66%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.90%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.98%	95.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.20%	96.21%
CHEMBL5255	O00206	Toll-like receptor 4	82.11%	92.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.07%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.55%	86.92%

Plants that contains it

• Combretum fruticosum

Cross-Links

• PubChem: 163088647
• LOTUS: LTS0016129
• wikiData: Q105020251